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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1268110Generated: October 27, 2026

Hexanoyl chloride → N-[2-[3-(4-Chlorobenzyloxy)benzamido]benzenesulfonyl]hexanamide

https://huagongshe.com/reaction/1268110

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexanoyl chlorideHCID 67340—
Reactant3-(4-Chlorobenzyloxy)-N-(2-sulfamoylphenyl)benzamideHCID 12041315—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
ProductN-[2-[3-(4-Chlorobenzyloxy)benzamido]benzenesulfonyl]hexanamideHCID 1854406997.1%

Reaction Steps

In a stream of nitrogen and at 0° C., 0.18 ml (1.30 mmol) of hexanoyl chloride was added to an anhydrous tetrahydrofuran (10 ml) solution containing 500 mg (1.2 mmol) of 3-(4-chlorobenzyloxy)-N-(2-sulfamoylphenyl)benzamide produced in Reference Example 4 and 293 mg (2.40 mmol) of 4-dimethylaminopyridine, the mixture was stirred at room temperature for 1 hour and then the solvent was evaporated under a reduced pressure. The resulting residue was dissolved in ethyl acetate, washed with water, a potassium hydrgensulfate aqueous solution and saturated brine in that order and dried over anhydrous sodium sulfate, and then the solvent was evaporated under a reduced pressure. The resulting residue was purified by a silica gel column chromatography to obtain 600 mg (yield: 97%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06555584B1
Source datasetuspto-grants-2003_04
ORD IDord-50fce94270f04257a82bc93ecc6d4077
Source noteuspto-grants-2003_04